
House vacation rentals in Kissimmee
Find and book unique houses on Airbnb
Quick stats about house rentals in Kissimmee

Total vacation rentals
Explore 3,340 vacation rentals in Kissimmee

Nightly prices starting at
Kissimmee vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

Verified guest reviews
Over 106,200 verified reviews to help you choose

Family-friendly vacation rentals
2,860 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 610 rentals that welcome pets

Vacation rentals with a pool
3,040 properties feature pools

Rentals with dedicated workspaces
1,690 properties have a dedicated workspace

Wi-Fi availability
3,330 of Kissimmee vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kissimmee rentals

4.7 Average rating
Kissimmee stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in Kissimmee
Guests agree: these houses are highly rated for location, cleanliness, and more.

Pool Spa + Outdoor Entertainment | Golf Retreat
Escape to a one-of-a-kind golf retreat in Davenport, where resort-style outdoor living meets family-friendly entertainment. Spend your days relaxing by the private pool & spa, enjoying movies on the outdoor TV, and challenging the family in the Super Mario game room, all just minutes from Disney Whether you're planning a family vacation, golf getaway, or long weekend with friends, this beautifully renovated 4-bedroom home was designed for connection, comfort, and unforgettable Florida memories.
FamilyConditionAmenities

Magical Pool Villa-close to Disney Game/movie Room
The magic starts the moment you walk through the door—and the memories will last a lifetime! ✨ Our themed vacation home features Mickey Mouse, Toy Story, Frozen, Star Wars and Minion rooms with motion-activated songs, UV artwork, and LED lighting. Enjoy a private pool with color-changing lights, BBQ area, sun loungers, and a fun-filled game room with air hockey and arcade games. Designed to delight kids and adults alike with immersive sights, sounds, and magical details throughout the home!
LocationValuePool

Luxury Retreat at Reunion Resort
Luxury Retreat at Reunion Resort – 12 Miles from Disney! Welcome to our stunning vacation home nestled in the prestigious Reunion Resort! This elegant getaway offers the perfect blend of luxury, comfort, and convenience, making it an ideal retreat for families and groups. The home offers a beautiful back yard pool and spa area for you to enjoy, while playing music through the surround sound system in the house and in the back yard. EV Friendly. With 6 Bedrooms You wont regret staying here.
FamilyLocationOutdoor spaces

Near Disney | Heated Pool, King Bed, Arcade
✨ Family-Friendly Retreat Near Disney in a gated, safe & quiet community 🏰 Loved by guests for its cleanliness, comfort, and fast communication. 🏊♂️ Unwind after park days in your private HEATED pool 🍔 Enjoy the outdoor BBQ for easy family meals 🎮 Have fun in the upgraded game room with pool table, ping pong, foosball, and a retro arcade ⭐ Hosted by 3 experienced Superhosts known for quick, reliable replies. A perfect balance of fun and relaxation. Book now as dates fill fast!
ValueFamilyView

Villa Resort Club
LUXURIOUS VILLA - SUPER BEAUTIFUL NEIGHBORHOOD POOL HEATER HOUSE - Have fun with the whole family in this modern style home, you will love the picnic area in front of the house , the play area and pool with heater , a spacious artificial grass place to play your children and in a very trankila area near the Disney parks and the MCO airport. YOU WILL LOVE THE HOUSE Local utility or county personnel may access exterior areas for maintenance without prior notice.
ValueFamilyComfort

10 Min to Disney | Kings | Heated Pool | Games
✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!
FamilyLocationOutdoor spaces

Orlando Dream Escape | Private Pool | Disney
Welcome to your perfect Orlando getaway! Enjoy this beautifully renovated home with a private pool, just 20 minutes from Disney, Universal, and SeaWorld. Perfect for families and groups of up to 8 guests. Features 3 bedrooms, 2 full bathrooms, a fully equipped kitchen, fast Wi-Fi, washer & dryer, free parking, and self check-in. Relax, unwind, and create unforgettable memories close to Orlando’s best attractions, shopping, and restaurants. 🏊♀️ Private Pool
LocationFamilyLaundry

Royal Retreat Disney Themed Pool Home, Arcade, Theater
Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!
ValueLocationWifi

Private Epcot-Themed Near Disney
Hello, my globetrotters! Welcome to your global getaway, where you will embark on a new experience in different countries from each room of the house. Countries featured at our home are Italy, Mexico, Paris, China, Japan, and Morocco Located in a quiet neighborhood, our vibrant house is equipped with fast wifi and comfortable beds. Perfect for families eager to travel without a passport. Step inside and let your family's adventure begin! 🌍✨
ValueFamilyIndoor spaces

Brand New 2026 | 6BR Villa + LED Pool | Solara
* Accommodates: 16 * Bathrooms: 4,5 * Bedrooms: 6 * Property type: Luxury Villa * Location: Solara Resort The home features 4 king suites, offering comfort and privacy for guests. In addition, there is a Toy Story themed bedroom with 4 twin beds (bunk beds), perfect for kids. There is also a Frozen themed bedroom with a full-size bunk bed, ideal for accommodating additional guests comfortably while keeping the fun themed experience.
FamilyHospitalityTV

Montego Bay Retreat | 15 Min to Disney
Enjoy a stylish stay in this newly renovated 3-bedroom, 2-bath home, perfect for families and groups of up to 9 guests. Located only 15 minutes (8 miles) from Disney and close to Orlando’s top attractions, restaurants, and shopping. Relax in modern, comfortable spaces after a fun day at the parks. Outdoor grill available for $30/day (gas included). The perfect mix of location, comfort, and convenience for your Florida vacation! ✨
FamilyLocationPets

Private Pool + Spa Game Room •4m Disney •Pinball
Superhost Disney Pool Home with Game Room & Spa Stay 4 miles from Disney at this fun-filled family vacation home. Private pool & spa, Marvel pinball, pool table, diner themed game room, Roku TVs, king master suite, and fast 1GB WiFi. Pet friendly with fully fenced yard. Pool heat optional, hot tub always free. Managed by My Mickey Homes, trusted Superhosts known for clean homes and 5⭐ stays families love. Read our reviews
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Popular amenities for Kissimmee house rentals
House rentals with a pool

Cozy family home w/ heated pool 15 min. to Disney
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Luxe Family Retreat | Pool Villa Near Disney & MCO
LocationAccuracyHospitality

Perfect Disney Holiday! Private Pool, Spa
FamilyValueComfort

6 miles from Disney ! Private pool ! 4 bedrooms
LocationHospitalityCleanliness

Luxury Home w/ Pool & 6 Beds near Disney
LocationValueParking

4BR Disney & Universal Themed Villa Reunion Resort
FamilyLocationCleanliness

Cozy House near Disney
ValueFamilyComfort

5 Bd/ 3.5 Ba Sleeps 16! Cumbrian Lakes (4645 CL)
FamilyLocationNearby
House rentals with free parking

9028 Solara Brand new pool / spa near clubhouse
FamilyLocationSleep quality

Luxury Disney Villa | Game Room | Free Pool Heat
FamilyPoolHospitality

Sleeps 13·Pvt Pool+Spa·Game Room·Clubhouse
FamilyValueNearby

Star Wars & Wizard Themed XL Pool Home Near Disney
LocationFamilyHospitality

VillaLumine•PrvtPool•Heater•Aesthetic•NearDisney
FamilyLocationWalkability

Brand New 12br/33 ppl-Pool/Arcade/Theatre
ValueFamilyIndoor spaces

8 Bedrooms/ 5 Bathrooms/ Storey Lake (4582NL)
LocationFamilyCleanliness

Clubhouse Birdie: Resort Home near Disney
AccuracyCheckoutCheck-in
House rentals with a hot tub

Lux Disney Villa | Pool, Theater/games | Sleeps 22
LocationFamilyAccuracy

Windsor Orlando Private Arcades,Theater,Pool-Spa
LocationValueOutdoor spaces

Sleeps 19✦Free Pool Heat✦15 min to Disney✦Hot Tub
FamilyLocationLayout

New and Unique Disney Airbnb!
FamilyLocationKitchen

Reunion Resort Theme Home, Pool, Arcade, Golf View
LocationValueAir conditioning

Stylish Home & Free Resort Access 2420
FamilyValueBathroom

Delightful private pool home near Disney!
LocationFamilyGetting around

A Magical Villa at Watersong
PoolLayoutIndoor spaces
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 621 | ﺩ.ﺇ 643 | ﺩ.ﺇ 690 | ﺩ.ﺇ 709 | ﺩ.ﺇ 617 | ﺩ.ﺇ 650 | ﺩ.ﺇ 646 | ﺩ.ﺇ 562 | ﺩ.ﺇ 503 | ﺩ.ﺇ 533 | ﺩ.ﺇ 588 | ﺩ.ﺇ 683 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
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- House rentals Osceola County
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- House rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- SeaWorld Orlando
- Disney Springs
- Universal Orlando Resort
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Universal's Volcano Bay
- Epcot
- Camping World Stadium
- Kia Center
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Tinker Field
- Old Town
- LEGOLAND Florida Resort
- ESPN Wide World of Sports
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- ICON Park
- Aquatica







